Vacation rentals in Upton

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Top-rated vacation rentals in Upton

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Top guest favorite
The log cabin, set against a clear blue sky, features a peaked roof and large windows that reflect the natural surroundings. A front porch with a railing extends from the cabin, surrounded by patches of snow and green trees, enhancing its secluded ambiance.
Cabin in Andover
5 out of 5 average rating, 191 reviews

Mountain Time Cabin,Spectacular Views! Secluded!

Looking for a mountain cabin getaway? You have found it here at Mountain Time Cabin! This cabin is new and absolutely beautiful! Located in the Western Mountains of Maine - a true paradise for the outdoor enthusiast. Bring your Snowshoes,Skies,Snowmobiles, or hike right from the front door with a 130 acres of trails to explore. Enjoy the spectacular views of the mountains and the cascading brook all from sitting in the recliners with the warmth of the pellet stove Has AC and pool table.SECLUDED!

Top guest favorite
The game room features vibrant murals depicting video game characters and arcade themes. A ping pong table occupies the center, surrounded by a cozy leather couch and a large TV. The space is brightened by natural light from overhead fixtures, enhancing the lively atmosphere.
Cabin in Newry
4.96 out of 5 average rating, 138 reviews

Sunday River, Killer view! Hot Tub, Epic Game room

✔ Spacious 4 Bedrooms, Trundle Bed, 4 Bathrooms – Sleeps Up to 12 ✔ Ultimate Game Room with Ping Pong, Basketball, Pac-Man, NBA Jam & More – Climate-Controlled for Year-Round Fun! ✔ Relax in the String-Lit Hot Tub w/ Scenic Views of Sunday River ✔ Fire Pit w/ Mountain View’s ✔ Large Dining Deck w/ Gas Grill ✔ Gas Fireplace ✔ Full-House Generator ✔ Air Conditioning ✔ Dog-Friendly (w/ fee) ✔ High Chair, Pack ‘n Play, and All Linens, Towels & Soaps Provided ✔ 10 Minutes to Sunday River

Top guest favorite
Cabin in Andover
4.98 out of 5 average rating, 140 reviews

Bearbrook: Cozy mountain escape

Take it easy at this unique and tranquil getaway. Bearbrook Cabin, nestled on the side of a mountain, offers modern amenities in a rustic natural setting. Watch the brook run down the mountain while sipping coffee on the deck. Listen to the birds and river while working remotely in the sun room. Conveniently located to 4-season recreation: hiking, hunting, fishing, swimming, boating, skiing, snowmobiling, ATVing and more. 30 min from Rumford, Bethel, Sunday River, Black Mountain, and Mt. Abram!

Guest favorite
A private hot tub is surrounded by trees displaying vibrant autumn leaves, with a gentle stream flowing nearby. A fire pit sits beside the hot tub, offering a cozy gathering space. The cabin's exterior features wooden siding and large windows that invite natural light.
Tiny home in Norway
4.94 out of 5 average rating, 238 reviews

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Top guest favorite
An expansive aerial view showcases the serene landscape of Berlin Trails Farm, surrounded by vibrant autumn foliage. The farm complex is nestled among rolling hills, with fields and meadows stretching towards distant mountains, creating a peaceful natural setting.
Farm stay in Berlin
4.97 out of 5 average rating, 235 reviews

Berlin Trails Inn and Farm

Featuring cabin-style rooms on a farm with mountain views from the top of the world. We abut hiking, snowmobile, and ATV trails. With goats and chickens in the barn, wild berries in the fields, and all kinds of wildlife, the Berlin Trails Farm sits just up Cates Hill from the scenic Androscoggin - great for fishing, canoeing, and white water rafting. We are surrounded by hundreds of acres of meadows, wilderness, peaceful natural ambience. We stock our own eggs and local breakfast foods! WOW!

Top guest favorite
A cozy cabin is nestled among snow-covered trees, showcasing a wooden exterior in warm tones. The entrance features a welcoming pathway lined with snow, while the nearby deck offers a glimpse into the winter landscape, creating a serene atmosphere in the snowy environment.
Cabin in Hanover
4.99 out of 5 average rating, 513 reviews

Cabin retreat just steps from adventure

Nestled on 80 acres in the woods alongside a stream, this cabin is the perfect retreat. Whether you are looking for a romantic getaway, a family vacation, or a gathering of your closest friends-this cabin is ideal. It is located on a private road and close to Howard Pond, Androscoggin River, and Sunday River skiing. No matter the season, opportunities await, whether you decide to stay close or venture out. There are plenty of trails nearby to explore, canoe rentals, skiing and so much more.

Guest favorite
A cozy bedroom features a wooden bed frame adorned with two plaid pillows and a colorful, checkered blanket. On the wall, two framed artworks of a deer and a fox are displayed. Exposed wooden beams create a rustic atmosphere.
Condo in Bethel
4.98 out of 5 average rating, 109 reviews

Cozy Condo Sunday River, only 3 min to ski lifts!

Recently renovated with a fully stocked kitchen, WiFi, TVs, and plenty of space to spend time with family & friends. Imagine waking up 3 min away from Sunday River's Ski lifts with all of the comforts of home, 2 microbreweries just minutes away, & 5 min to Bethel's charming town center and attractions! Outdoor lover's paradise! Hiking, fishing, biking, with Maine's best hiking in Grafton Notch State Park and White Mountain National Forest! Experience Maine's mountain lifestyle at its finest!

Top guest favorite
A cozy cabin with a striking red exterior is set against a backdrop of lush green trees. A spacious front yard features a gravel drive, comfortable outdoor seating, and a welcoming porch. A nearby garage is visible, enhancing the cabin's rustic charm.
Cabin in Andover
4.98 out of 5 average rating, 174 reviews

Recreation Haven Devils Den Great remote working

This cozy cabin is located in Andover, Maine • Trailside access for atving &snowmobiling. • 6 miles to public boat launch Richardson lake • 3 miles to Appalachian trail head • Fastest wifi for remote working • Quaint & decorated for all seasonal festivities • Located within 25min drive to Black Mountain or Sunday River for downhill skiing fun • A 20 min drive to 3 waterfalls on the maine loop map. A cozy and warm environment for getting away in nature. Come and relax and enjoy nature!

Top guest favorite
The exterior of the home features a welcoming covered porch with white railings. A flag is displayed, and the house is bordered by lush greenery. A gravel area can be seen alongside, leading to a patio set behind the house.
Home in Berlin
4.97 out of 5 average rating, 104 reviews

Great location/King bed/Firepit/Jericho Rd Retreat

Calling all outdoor enthusiasts and adventure seekers! Explore the beautiful North Country of New Hampshire from our conveniently located, renovated home in Berlin. Located 1.5 miles from Jericho Mountain State Park, it's the perfect base camp for your adventure. ATV/UTV right from the house, or trailer your snowmobiles right down the road. After your day of fun, head back to relax and unwind, play some games, prepare a meal, or sit by the fire pit and simply soak in the atmosphere.

Top guest favorite
A cathedral ceiling is highlighted by wooden beams, above a wall of large windows that frame views of the surrounding tree-covered mountains. Natural light floods the space, creating an open and airy atmosphere.
Cabin in Jefferson
4.93 out of 5 average rating, 226 reviews

Sparkling New White Mountain Home

Get away to the beauty of New Hampshire’s White Mountains! Hike or fish, dine or explore, snowmobile or ski- or stay in and enjoy the view from the wall of windows. Located only three miles from Santa’s Village and within 20 miles of Mount Washington and Breton Woods, the 3-bedroom house offers rustic modern styling, queen-sized bunk beds and gas fireplace. The large deck and open cathedral floor plan provide the comforts of home within view of the White Mountains.

Top guest favorite
Treehouse in Woodstock
4.98 out of 5 average rating, 298 reviews

Treehouse With Hot Tub Close to Sunday River!

This authentic, luxury treehouse was designed by B'Fer Roth, DIY Network TV host of The Treehouse Guys and built by the Treehouse Guys. Nestled in the woods on a quiet, private rd with no neighbors in sight, the treehouse is just 15 minutes to Sunday River Ski Resort, 5 minutes to Mt. Abram and 10 minutes to downtown Bethel. The treehouse is abutted by 626 acres of Bucks Ledge Community Forest (7 miles of hiking/snowshoeing trails accessible from the treehouse).

Top guest favorite
The exterior of the newly built apartment showcases a wooden facade with natural elements, surrounded by green landscaping. A covered porch with hanging flower baskets adds charm. The driveway features a gravel surface, leading to two garage doors that complement the design.
Apartment in Lancaster
4.95 out of 5 average rating, 151 reviews

White Mountains Retreat

Are you ready to disconnect? Enjoy a peaceful getaway in the heart of the White Mountains where you have beautiful mountain views, the opportunity to see wildlife, and experience the peace and quiet of nature. Brand new build centrally located in the White Mountains: -10 minutes from downtown Lancaster -15 minutes from Santa's Village & Waumbek Golf Club -Less than 30 minutes from several popular 4,000 foot mountain hiking trails

Popular amenities for Upton vacation rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Oxford County
  5. Upton